Apcin
- CAS No.
- 300815-04-7
- Chemical Name:
- Apcin
- Synonyms
- Apcin;Apcin >=98% (HPLC);3-(2-Methyl-5-nitroimidazol-1-yl)-N-(2,2,2-trichloro-1-phenylaminoethyl)propionamide;2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl 2,2,2-trichloro-1-(pyrimidin-2-ylamino)ethylcarbamate;2-(2-Methyl-5-nitro-1H-imidazol-1-yl)ethyl N-{2,2,2-trichloro-1-[(pyrimidin-2-yl)amino]ethyl}carbamate;Carbamic acid, N-[2,2,2-trichloro-1-(2-pyrimidinylamino)ethyl]-, 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester;Carbamic acid, [2,2,2-trichloro-1-(2-pyrimidinylamino)ethyl]-, 2-(2-methyl-5-nitro-1H-imidazol-1-yl)ethyl ester (9CI);ligase,pocket,anaphase-promoting,Apcin,recognition,complex,Inhibitor,Cdc20,Anaphase promoting complex,cyclosome,ubiquitylation,inhibit,mitosis,WD40-domain,APC/C,APC
- CBNumber:
- CB03067532
- Molecular Formula:
- C13H14Cl3N7O4
- Molecular Weight:
- 438.65
- MDL Number:
- MOL File:
- 300815-04-7.mol
- MSDS File:
- SDS
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P264-P271-P280-P302+P352-P305+P351+P338 | |||||||||
| NFPA 704 |
|
Apcin price More Price(24)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML1503 | Apcin ≥98% (HPLC) | 300815-04-7 | 5MG | $150 | 2024-03-01 | Buy |
| Sigma-Aldrich | SML1503 | Apcin ≥98% (HPLC) | 300815-04-7 | 25MG | $239.6 | 2024-03-01 | Buy |
| Cayman Chemical | 17080 | Apcin ≥98% | 300815-04-7 | 1mg | $37 | 2024-03-01 | Buy |
| Cayman Chemical | 17080 | Apcin ≥98% | 300815-04-7 | 5mg | $127 | 2024-03-01 | Buy |
| Cayman Chemical | 17080 | Apcin ≥98% | 300815-04-7 | 10mg | $178 | 2024-03-01 | Buy |
Apcin Chemical Properties,Uses,Production
Uses
Apcin is a novel inhibitor of the anaphase-promoting complex/cyclosome (APC/C), blocking mitotic exit and being synergistically amplified by co-addition of Ts-Arg-OMe.
Biochem/physiol Actions
Apcin is an inhibitor of the anaphase-promoting complex/cyclosome (APC/C), a large multimeric complex that functions as a ubiquitin ligase, initiating the metaphase–anaphase transition and regulating ordered transitions through the cell cycle by controlling the ubiquitin-mediated proteolysis of cell cycle proteins. Apcin prevents substrate recognition and inhibits APC/C-dependent ubiquitylation by binding to the D-box binding site of Cdc20, a coactivator required for full activation of APC/C and substrate recognition. The effectiveness of apcin in blocking mitotic exit was synergistically amplified by co-addition of TAME (tosyl-L-arginine methyl ester) or its cell permeable prodrug proTAME, which block Cdc20 binding to the APC/C at a different site than apcin.
Enzyme inhibitor
This Cdc20 inhibitor (FW = 438.65 g/mol; CAS 300815-04-7; Solubility: 100 mM in DMSO), also named 3-(2-methyl-5-nitroimidazol-1-yl)-N- (2,2,2-trichloro-1-phenylaminoethyl)propionamide, targets substrate interaction of Cell division control protein 20, blocking substrate-mediated Cdc20 loading onto the Anaphase-Promoting Complex. APC is a 13- subunit ubiquitin ligase that initiates the metaphase-anaphase transition and mitotic exit by targeting proteins such as securin and cyclin B1 for ubiquitin-dependent destruction by the proteasome. APC regulates cell cycle progression by forming APC·Cdc20 and APC·Cdh1, two closely related, but functionally distinct, E3 ubiquitin ligase sub-complexes. Cdh1 and Cdc20 have opposing functions in tumorigenesis, with the former largely functioning as a tumor suppressor, and the latter exhibiting an oncogenic function. Because blocking mitotic exit is an effective approach for inducing tumour cell death, the APC/C represents a potential novel target for cancer therapy. APC/C activation during mitosis requires Cdc20binding, forming a co-receptor with the APC/C to recognize substrates containing a destruction box (D-box). APC/C-dependent proteolysis and mitotic exit can be synergistically inhibited by simultaneously disrupting two protein-protein interactions within the APC/C-Cdc20-substrate ternary complex. APC inhibitor, or Apcin, binds to Cdc20, competitively inhibiting ubiquitylation of D-box-containing substrates. Analysis of the crystal structure of the apcin-Cdc20 complex suggests that apcin occupies the D-box-binding pocket on the side face of the WD40-domain. The ability of Apcin to block mitotic exit is enhanced by co-addition of tosyl-l-arginine methyl ester (See TAME), a small molecule that blocks the APC/C-Cdc20 interaction. Apcin also inhibits APC-dependent ubiquitylation and prolongs mitotic duration in RPE1 cells, when administered in combination with proTAME, a prodrug of TAME in vitro (See pro-TAME).
storage
Store at -20°C
Apcin Preparation Products And Raw materials
Raw materials
Preparation Products
Apcin Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| ATK CHEMICAL COMPANY LIMITED | +undefined-21-51877795 | ivan@atkchemical.com | China | 32480 | 60 |
| Zhejiang J&C Biological Technology Co.,Limited | +1-2135480471 +1-2135480471 | sales@sarms4muscle.com | China | 10523 | 58 |
| InvivoChem | +1-708-310-1919 +1-13798911105 | sales@invivochem.cn | United States | 6393 | 58 |
| TargetMol Chemicals Inc. | +1-781-999-5354 | support@targetmol.com | United States | 19973 | 58 |
| Wuhan Topule Biopharmaceutical Co., Ltd | +8618327326525 | masar@topule.com | China | 8474 | 58 |
| Shenyang Zhongshen Zekang Biomedical Technology Research Co., Ltd | +86-18341751992 +86-15382112998 | 757984502@qq.com | China | 892 | 58 |
| Aladdin Scientific | +1-833-552-7181 | sales@aladdinsci.com | United States | 57511 | 58 |
| Shanghai Jian Chao Chemical Technology Co., Ltd. | 021-50430803 18017383231 | 983544897@qq.com | China | 9352 | 55 |
| Sigma-Aldrich | 021-61415566 800-8193336 | orderCN@merckgroup.com | China | 51471 | 80 |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4121 | 55 |